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greenBlue Mays Peak Ramble via Penrose Trail (#665)

  4.0 ( 9 ) Favorite


5.7 mile 9.2 kilometer loop
92% Runnable


Ascent: 794' 242 m
Descent: -814' -248 m
High: 7,870' 2,399 m
Low: 7,183' 2,189 m


Avg Grade: 5% (3°)
Max Grade: 15% (9°)


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Trail shared by K Keiter

A gentle panoramic ramble over Penrose Trail (#665) aka Lower Captain Jack's Trail that rings Mays Peak.

K Keiter

Features Fall Colors · Spring · Views · Wildflowers · Wildlife

Motorcycles, foot, and horse trail. No ATVs.

Camping is permitted along the trail and is recommended 300’ from any trail or stream. Use no-impact camping techniques. Pack it in/Pack it out rule applies. Campfire permits are not required but please be sure your fire is dead out before you leave. Respect other trail users. (Per USFS)


This loop makes for a scenic trek ringing Mays Peak that winds in and out of pine forests and through old railroad tunnels. This route offers views of Mount Buckhorn, Colorado Springs, Garden of the Gods, Pikes Peak, and Helen Hunt Falls.

Need to Know

A headlamp is handy for traveling on this section of Gold Camp Rd., as there are two bygone stone railroad tunnels.


There are two access points for this route. One can be found at the intersection of Gold Camp Rd and High Drive. The other is located by taking 26th Street to Gold Camp Rd. Approximately 2 miles up Gold Camp Rd is parking.

Beginning at the Gold Camp Rd. parking area, head southwest down Gold Camp Rd. toward the first tunnel. The road is even and smooth, so it's an easy run. This section of Gold Camp Rd. is amply traveled by motorized vehicles, horses, bikes and foot. Unfortunately, many motorized vehicles are not considerate of others that share the road, so be alert in this portion. As Gold Camp Rd. continues, Cheyenne Mountain, Colorado Springs and Helen Hunt Falls are all views to appreciate. This section of the road passes through two bygone stone railroad tunnels, which are stunning from the inside and out! A headlamp is handy for traveling through.

At about 1.7 miles, Gold Camp Rd. intersects with High Drive. At this junction is a portable toilet and parking area. As Gold Camp Rd. reaches the parking area, take a hairpin turn to the right to access High Drive. Most of the time, this road is closed to motorized vehicles and has a locked gate. Go around the locked gate and head up the road about 1 mile.

At about 1 mile, High Drive approaches a clearing with Mays Peak on the right and the trailhead for Penrose Trail (#665) aka Lower Captain Jack’s Trail is directly ahead. Penrose Trail (#665) aka Lower Captain Jack’s Trail winds in and out of timbers, rounds the north side of Mays Peak, offers views of Mount Buckhorn, and carves through deep arroyos for about 2.9 miles until it connects back with Gold Camp Rd.

Flora & Fauna

Flora: Mixed pines, scrub oak, grasses, white and yellow yarrow, Canadian thistle (noxious weed), purple asters, and huckleberry.

Fauna: Chipmunks and squirrels.

History & Background

In 1903 Captain Ellen Jack was in Colorado Springs, where her fantastic stories took root. Upon securing some tourist cabins and a curio shop along High Drive, Ellen created an eclectic tourist trap complete with rustic wood decor and such fanciful pets as snakes and macaws. The plan failed. During 1906, Captain Jack was sued by three different people for loans amounting to over $1000. Scrambling for success, Captain Jack began telling even wilder tales. In 1909, she claimed to have found a fabulous cave somewhere on Cheyenne Mountain that she was keeping a secret until she could turn it into a tourist attraction. A year later she was selling photographs of herself in various costumes and poses around her little mountain home. More information on her intriguing story can be found here.

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Jun 30, 2018
Travis Atwood
May 10, 2018
Kim Ward
Trail run 5.7mi

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  4.0 from 9 votes


  4.0 from 9 votes
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